U.S. patent application number 15/024422 was filed with the patent office on 2016-09-01 for antimicrobial composition and tissue containing it.
This patent application is currently assigned to SATISLOH AG. The applicant listed for this patent is SATISLOH AG. Invention is credited to Mamonjy Cadet.
Application Number | 20160249608 15/024422 |
Document ID | / |
Family ID | 49274585 |
Filed Date | 2016-09-01 |
United States Patent
Application |
20160249608 |
Kind Code |
A1 |
Cadet; Mamonjy |
September 1, 2016 |
ANTIMICROBIAL COMPOSITION AND TISSUE CONTAINING IT
Abstract
The present invention relates to an antimicrobial and antifog
composition comprising: (a) at least a non ionic surfactant
comprising a hydrophilic unit and a hydrophobic unit, said
hydrophilic unit containing poly(oxyalkylene) units responding to
the [--(R.sub.1--O).sub.z--].sub.n with R.sub.1 represents linear
or branched alkylene groups, such as propylene or ethylene and z is
an integer equal or higher than 1, preferably ranging from 1 to 40,
the number n of said poly(oxyalkylene) units being equal or higher
than 3, and (b) at least an alcohol compound of low molecular
weight equal or less than 500 g/mol, wherein the weight ratio R of
the non ionic surfactant/alcohol compound is such that
2.5.ltoreq.R.ltoreq.200 and the content of the at least alcohol
compound by weight, relative to the total weight of the
antimicrobial composition is ranging from 0.01% to 5%. The present
invention also relates to an aqueous solution comprising the above
mentionned antimicrobial and antifog composition, and dry
microfiber tissue and non woven wet tissue impregnated with said
aqueous solution, and an opticle article comprising a main surface
coated with a temporary antimicrobial film or coating obtained by
wiping said main surface with one of the above tissues.
Inventors: |
Cadet; Mamonjy; (Charenton
Le Pont, FR) |
|
Applicant: |
Name |
City |
State |
Country |
Type |
SATISLOH AG |
Baar |
|
CH |
|
|
Assignee: |
SATISLOH AG
Baar
CH
|
Family ID: |
49274585 |
Appl. No.: |
15/024422 |
Filed: |
September 23, 2014 |
PCT Filed: |
September 23, 2014 |
PCT NO: |
PCT/EP2014/070280 |
371 Date: |
March 24, 2016 |
Current U.S.
Class: |
424/411 |
Current CPC
Class: |
A61L 2/18 20130101; C11D
3/0078 20130101; G02B 27/0006 20130101; C11D 1/008 20130101; A01N
25/30 20130101; A01N 25/34 20130101; C09D 171/02 20130101; A01N
25/34 20130101; A01N 31/14 20130101; C11D 17/049 20130101; C09D
5/14 20130101; A01N 25/30 20130101; A01N 31/16 20130101; A01N 31/02
20130101; A01N 31/14 20130101; A01N 31/02 20130101; A01N 31/16
20130101; A01N 31/04 20130101; A01N 31/08 20130101; A01N 31/08
20130101; A01N 31/04 20130101; A01N 31/14 20130101 |
International
Class: |
A01N 25/30 20060101
A01N025/30; C09D 171/02 20060101 C09D171/02; C09D 5/14 20060101
C09D005/14; A01N 31/14 20060101 A01N031/14; A01N 25/34 20060101
A01N025/34 |
Foreign Application Data
Date |
Code |
Application Number |
Sep 24, 2013 |
EP |
13306304.0 |
Claims
1.-16. (canceled)
17. An antimicrobial composition comprising: at least a non-ionic
surfactant comprising a hydrophilic unit and a hydrophobic unit,
said hydrophilic unit containing poly(oxyalkylene) units responding
to the [--(R.sub.1--O).sub.z--].sub.n with R.sub.1 represents
linear or branched alkylene groups, and z is an integer equal or
higher than 1, the number n of said poly(oxyalkylene) units being
equal or higher than 3; and at least an alcohol compound of low
molecular weight equal or less than 500 g/mol, wherein the weight
ratio R of the non-ionic surfactant/alcohol compound is such that
2.5.ltoreq.R.ltoreq.200 and the content of the at least alcohol
compound by weight, relative to the total weight of the
antimicrobial composition ranges from 0.01% to 5%.
18. The antimicrobial composition according to claim 17, wherein
the weight ratio R of the non-ionic surfactant/alcohol compound is
such that 20.ltoreq.R.ltoreq.50.
19. The antimicrobial composition according to claim 18, wherein
the weight ratio R of the non-ionic surfactant/alcohol compound is
such that 20.ltoreq.R.ltoreq.40.
20. The antimicrobial composition according to claim 17, wherein
the content of the at least alcohol compound by weight, relative to
the total weight of the antimicrobial composition ranges from 0.25%
to 2%.
21. The antimicrobial composition according to claim 17, wherein
the content of the at least alcohol compound by weight, relative to
the total weight of the antimicrobial composition ranges between
0.5 to 1.5%.
22. The antimicrobial composition according to claim 17, wherein
the alcohol compound of low molecular weight is selected from
mono-ol, diol, aromatic alkyl alcohol and fatty alcohol, the
alcohol compound having 2 to 20 carbon atoms or the mixture
thereof.
23. The antimicrobial composition according to claim 22, wherein
the alcohol is selected from: ethanol, propan-1-ol, propan-2-ol,
ethylene glycol, 1,1,1,-tricholoro-2-methylpropanol, propandiol,
bromo-2-nitropropan-1,3-diol, 3-(p-chlorophenoxy)-propane-1,2-diol,
butanediol, pentanediol, hexyleneglycol, octanediol, benzyl
alcohol, biphenyl-2-ol, 2,6-dichlorobenzyl alcohol, chlorocresol,
isopropyl-metacresol, phenylethyl alcohol, dichlorobenzyl alcohol,
5-chloro-2-(2,4-dichlorophenoxy)phenol, chloroxylenol,
2,2'-methylenbis(6-bromo-4-chlorophenol), benzyl-2-chloro-4-phenol,
phenoxyethanol, phenoxypropanol,
3-(p-chlorophenoxy)-propane-1,2-diol, (phenylmethoxy)methanol,
lauryl alcohol, cetyl alcohol, stearyl alcohol, cetearyl alcohol
and myristyl alcohol or mixture thereof.
24. The antimicrobial composition according to claim 17, wherein
the at least a non-ionic surfactant is selected from
fluoroalkyl-polyoxyalkylenes, polyoxyalkylene glycols,
polyoxyalkyene alkylether, polyoxyalkylene esters or mixture
thereof.
25. The antimicrobial composition according to claim 24, wherein
the at least a non-ionic surfactant is selected from
polyoxyalkylene sorbitan-fatty acid esters and polyoxyethylene
castor oils or mixture thereof.
26. The antimicrobial composition according to claim 24, wherein
the surfactant is selected from fluoroalkyl-polyoxyalkylenes of
formula: F(CF.sub.2).sub.s--(CH.sub.2--CH.sub.2O).sub.rH (I), in
which s and r are integers such that r ranges from 1 to 16, and s
is equal or less than 10.
27. The antimicrobial composition according to claim 24, wherein
the surfactant is selected from polyoxyalkylene sorbitan-fatty acid
esters of formula (IX) below: ##STR00003## in which R.sub.a,
R.sub.b, R.sub.c et R.sub.d are independently linear or branched
alkylene groups of C.sub.2-C.sub.6, w, x, y and z are independently
integers .gtoreq.1.
28. The antimicrobial composition according to claim 27, wherein
R.sub.a, R.sub.b, R.sub.c et R.sub.d of formula (IX) are
independently linear alkylene groups of C.sub.2-C.sub.6 and w, x, y
and z are independently integers between 1 to 40.
29. The antimicrobial composition according to claim 17, wherein
the content of the at least a non-ionic surfactant, by weight,
relative to the total weight of the antimicrobial composition
ranges from 10 to 40%.
30. The antimicrobial composition according to claim 17, wherein
the content of the at least a non-ionic surfactant, by weight,
relative to the total weight of the antimicrobial composition
ranges from 95 to 99.9%.
31. An aqueous solution comprising by weight relative to the total
weight of the preparation at least 50% of water and at least 10% of
the antimicrobial composition according to claim 17.
32. The aqueous solution according to claim 31, comprising by
weight, relative to the total weight of the preparation, at least
60% of water.
33. A dry microfiber tissue impregnated by an antimicrobial
composition according to claim 17.
34. A dry microfiber tissue obtained by impregnation with an
aqueous solution as defined in claim 31, of microfiber tissue
comprising microfibers made of polymers comprising polyester units
and polyamide units, followed by drying said microfiber tissue.
35. A non-woven wet tissue the structure of which comprises a
hydrophilic polymer, said tissue being impregnated by an aqueous
solution as defined in claim 31.
36. The non-woven wet tissue according to claim 35, wherein the
hydrophilic polymer is a hydrophilic polymer comprising cellulosic
units.
37. The non-woven wet tissue according to claim 35, the structure
of which further comprises a hydrophobic polymer.
38. An optical article comprising a substrate having at least one
main surface coated with a precursor coating of an antifog coating,
wherein the coating precursor of the antifog coating is: obtained
through the grafting of at least one compound having a
polyoxyalkylene group; and further coated with a film obtained by
applying onto said precursor coating temporary film comprising an
antimicrobial composition as defined in claim 17.
39. A method for imparting antimicrobial properties to an optical
article having at least one main surface, comprising the
application onto said main surface of a temporary antimicrobial
film composition such as defined in claim 38.
40. The method of claim 39, wherein the application onto said main
surface comprises wiping said main surface with a tissue, the
structure of which comprises a hydrophilic polymer and a
hydrophobic polymer, said tissue being impregnated with said
temporary antimicrobial film composition.
Description
FIELD OF THE INVENTION
[0001] The present invention relates to a composition comprising a
specific combination of a non ionic surfactant with
poly(oxyalkylene) units and an alcohol component having good
antimicrobial and antifogging properties.
[0002] The present invention also relates to an aqueous solution
comprising said antimicrobial and antifogging composition.
[0003] The present invention also relates to antifogging tissues
impregnated with said aqueous solution and an optical article
comprising a main surface coated with a temporary antifog and/or
antimicrobial coating obtained by wiping said main surface with the
above tissue.
DESCRIPTION OF THE PRIOR ART
[0004] Very numerous supports, such as plastic materials and glass,
suffer as a drawback from becoming covered with fog when their
surface temperature decreases below the dew point of ambient air.
This is especially the case with the glass that is used to make
glazing for transportation vehicles or buildings, glasses for
spectacles, lenses, mirrors, and so on. The fogging that develops
on these surfaces leads to a decrease in transparency, due to the
diffusion of light through water drops, which may cause a
substantial discomfort.
[0005] To prevent any fog formation in very damp environments, that
is to say the condensation of very little water droplets on a
support, it has been suggested to apply hydrophilic coatings onto
the outer surface of such support, with a low static contact angle
with water, preferably of less than 50.degree., more preferably of
less than 25.degree.. Such permanent antifog coatings do act as
sponges toward fog and enable the water droplets to adhere to the
surface of the support by forming a very thin film that gives an
impression of transparency. These coatings are generally made of
highly hydrophilic species such as sulfonates or polyurethanes.
[0006] Commercially available products comprise several
micrometer-thick hydrophilic layers.
[0007] As a rule, when the thickness of the coatings is high
(several microns), these coatings, as a consequence of water
absorption, do swell, soften and become mechanically less
resistant.
[0008] As used herein, a permanent antifog coating is intended to
mean a coating which hydrophilic properties result from hydrophilic
compounds permanently bound to another coating or support. The
application EP 1324078 describes a lens coated with an
abrasion-resistant coating and a multilayered antireflective
coating comprising layers with high and low refractive indexes
alternating with each other, amongst which the outer layer is a low
refractive index layer (1.42-1.48) of from 5 to 100 nm thickness
forming an antifog coating consisting in a hybrid layer with a
static contact angle with water of less than 10.degree., obtained
through vacuum deposition of both simultaneously an organic
compound and silica or of silica and alumina, that is to say
through coevaporation of these various components. The antifog
coating preferably comprises from 0.02 to 70% by weight of the
organic compound relative to the coating total weight, and
typically from 6 to 15% by weight, according to the examples.
[0009] Said organic compound comprises one hydrophilic group and
one reactive group, for example a trialkoxysilyl group having from
3 to 15 carbon atoms, and has preferably a molecular weight ranging
from 150 to 1500 g/mol. Some preferred compounds possess a
polyether backbone, especially one polyoxyethylene and one reactive
group on each end of the molecule. Preferred compounds include
polyethylene glycol glycidyl ether, polyethylene glycol
monoacrylate and N-(3-trimethoxysilylpropyl)gluconamide.
[0010] The antifog coating therefore comes as a silica-based layer
(or a silica+alumina-based layer) incorporating one hydrophilic
organic compound. However, its antifog character does change over
time, and it can be observed a stepwise deterioration of the
antifogging properties. When becoming too low, they may be restored
through a "washing treatment" of the antifog film, particularly a
plasma-mediated treatment.
[0011] In the practice, the coevaporation method of the application
EP 1324078 is very complicated to implement. It would be preferable
to have a method for making an antifog coating without carrying out
any coevaporation process.
[0012] Antifogging properties may also be obtained by applying
temporary solutions commercially available as sprays or towelettes,
onto spectacle glasses comprising as the outer layer an antisoiling
coating (hydrophobic and oleophobic), often considered as essential
when ophthalmic glass is provided with an antireflective coating.
They make it possible to obtain the antifogging property on a short
period of time. The ease of soil removal aspect that is given to
the antisoiling coating is preserved, but after a couple of wiping
operations, the antifogging property is significantly altered.
Indeed, temporary solutions comprise materials that are hydrophilic
in nature with poor interactions with the antisoiling coating
hydrophobic surface, so that after a few wiping operations, these
hydrophilic materials are removed.
[0013] A more interesting solution consists in making an antifog
coating by applying a temporary hydrophilic solution onto the
surface of an antifog coating precursor coating, which represents
an alternative to permanent antifog coatings.
[0014] The application EP 1275624 describes a lens coated with a
hard, inorganic, hydrophilic layer based on metal oxides and
silicon oxide. Its hydrophilic nature and the presence of nanosized
concave portions on the surface thereof enable to impregnate a
surfactant and to retain the same adsorbed over a long period of
time, thus maintaining an antifog effect for several days. However,
an antifog effect can also be observed in the absence of any
surfactant.
[0015] The patent application WO 2011/080472 describes a glass for
spectacles comprising a substrate provided with a coating
comprising silanol groups on the surface thereof and, directly
contacting this coating, an antifog coating precursor coating,
wherein the antifog coating precursor coating: [0016] is obtained
through the grafting of at least one organosilane compound
possessing: [0017] a polyoxyalkylene group comprising less than 80
carbon atoms, and [0018] at least one silicon atom carrying at
least one hydrolyzable group, [0019] has a thickness lower than or
equal to 5 nm, [0020] has a static contact angle with water of more
than 10.degree. and of less than 50.degree..
[0021] The temporary hydrophilic solution which is preferably
deposited to provide this surface with antifogging properties is
the commercially available solution Defog it.TM..
[0022] The antifogging properties, especially the durability of the
antifogging effect associated with the glass precursor coating
described in the patent application WO 2011/080472, are very
satisfactory.
[0023] However, it is desirable to improve the properties of the
temporary antifogging coating of the lenses for spectacles, which
are described in the patent application WO 2011/080472.
[0024] Therefore, there is still a need to provide a novel
composition intended to form a temporary film on a surface of an
optical article, having good antifogging properties, while
preventing the proliferation of germs onto said optical article. In
particular, temporary compositions with both antimicrobial and
antifogging properties are sought after, which would last longer
over time and/or under mechanical stresses, while preserving an
acceptable ease of soil removal.
SUMMARY OF THE INVENTION
[0025] An object of the invention is therefore to remedy the above
drawbacks, by seeking to develop an antifogging composition or
temporary coating having significantly improved antimicrobial
properties versus the temporary hydrophilic compositions of the
prior art, while having also good or enhanced antifogging property
durability, over time and/or under mechanical stresses.
[0026] The invention therefore relates to an antimicrobial
composition comprising:
[0027] (a) at least a non ionic surfactant comprising a hydrophilic
unit and a hydrophobic unit, said hydrophilic unit containing
poly(oxyalkylene) units responding to the formula
[--(R.sub.1--O).sub.z--].sub.n with R.sub.1 represents linear or
branched alkylene groups, such as propylene or ethylene and z is an
integer equal or higher than 1, preferably ranging from 1 to 40,
the number n of said poly(oxyalkylene) units being equal or higher
than 3, and
[0028] (b) at least an alcohol of low molecular weight equal or
less than 500 g/mol, preferably 300 g/mol,
[0029] wherein the weight ratio R of the non ionic
surfactant/alcohol compound is such that 2.5.ltoreq.R.ltoreq.200
and the content of the at least alcohol compound by weight,
relative to the total weight of the antimicrobial composition is
ranging from 0.01% to 5%, preferably 0.01 to 2%.
[0030] Preferably, the composition of the invention also exhibits
antifog activity, when it is applied in particular on an optical
article surface, such as spectacle lens surface.
[0031] The invention also relates to an aqueous solution comprising
by weight relative to the total weight of the preparation at least
50%, preferably 60% of water and at least 10% of the antimicrobial
and antifogging composition as defined above.
[0032] In a first embodiment, it is also provided a dry microfiber
tissue obtained by impregnation with an aqueous solution as defined
above, of microfiber tissue comprising microfibers made of polymers
comprising polyester units and polyamide units, followed by drying
said microfiber tissue.
[0033] In a second embodiment, it is provided a non woven wet
tissue whose structure comprises a hydrophilic polymer, preferably
a hydrophilic polymer comprising cellulosic units, and a
hydrophobic polymer, said tissue being impregnated by an aqueous
solution as defined above.
[0034] The invention further relates to an optical article
comprising a substrate having at least one main surface coated with
a first coating and, directly contacting this first coating, a
precursor coating of an antifog coating, characterized in that the
coating precursor of the antifog coating: [0035] is obtained
through the grafting of at least one organosilane compound having:
[0036] a polyoxyalkylene group comprising preferably less than 80
carbon atoms, more preferably less than 40 carbon atoms, and
optionally [0037] at least one silicon atom bearing at least one
hydrolyzable group, [0038] and is further coated with a film
obtained by applying onto said precursor coating a temporary film
comprising the antimicrobial and antifog composition as defined
above.
[0039] According to the invention, there is also provided a method
for imparting antimicrobial and antifogging properties to an
optical article having at least one main surface, comprising the
application onto said main surface of said temporary antimicrobial
and antifog composition, generally in a film form.
BRIEF DESCRIPTION OF THE DRAWING
[0040] The present invention will be described in more detail by
referring to the appended drawings, wherein:
[0041] FIG. 1 shows the variation of the logarithmic value observed
for five strains Pseudomonas aeruginosa DSM 1128 (PA),
Staphylococcus aureus DSM 799 (SA), Escherichia coli DSM 1576 (EC),
Candida albicans DSM 1386 (CA) and Aspergillus brasiliensis DSM
1988 (AB) inoculated on a naked tissue CEMOI.TM., depending on the
contact time (at day 7, 14, 21 and 28);
[0042] FIG. 2 shows the variation of the logarithmic value observed
for the same five strains as FIG. 1 (PA, SA, EC, CA, AB) inoculated
on a tissue CEMOI.TM. impregnated with 1% of phenoxyethanol,
depending on the contact time (at day 7, 14, 21 and 28);
[0043] FIG. 3 shows the variation of the logarithmic value observed
for the same five strains as FIG. 1 (PA, SA, EC, CA, AB) inoculated
on a tissue CEMOI.TM. impregnated with 30% of a
fluoroalkyl-polyoxyalkylene surfactant (CAPSTONE FS 3100.TM.)
depending on the contact time (at day 7, 14, 21 and 28); and
[0044] FIG. 4 shows the variation of the logarithmic value observed
for the same five strains as FIG. 1 (PA, SA, EC, CA, AB) inoculated
on a tissue CEMOI.TM. impregnated with 30% of a
fluoroalkyl-polyoxyalkylene surfactant (CAPSTONE FS 3100.TM.) and
1% of phenoxyethanol depending on the contact time (at day 7, 14,
21 and 28).
DETAILED DESCRIPTION OF THE INVENTION AND PREFERRED EMBODIMENTS
[0045] The terms "comprise" (and any grammatical variation thereof,
such as "comprises" and "comprising"), "have" (and any grammatical
variation thereof, such as "has" and "having"), "contain" (and any
grammatical variation thereof, such as "contains" and
"containing"), and "include" (and any grammatical variation
thereof, such as "includes" and "including") are open-ended linking
verbs. They are used to specify the presence of stated features,
integers, steps or components or groups thereof, but do not
preclude the presence or addition of one or more other features,
integers, steps or components or groups thereof. As a result, a
method, or a step in a method, that "comprises," "has," "contains,"
or "includes" one or more steps or elements possesses those one or
more steps or elements, but is not limited to possessing only those
one or more steps or elements.
[0046] As used herein, an "antifog coating" is intended to mean a
coating which, when a transparent lens substrate coated with such
coating is placed under conditions generating fog onto said
substrate being devoid of said coating, enables to immediately
attain a visual acuity >6/10 for an observer looking through a
coated lens at a visual acuity scale located at a distance of 5
meters. Several tests to evaluate the antifogging properties of a
coating are described in the experimental section. Under fog
generating conditions, antifog coatings may either not present fog
on their surface (ideally no visual distortion, or visual
distortion but visual acuity >6/10 under the hereabove mentioned
measurement conditions), or may present some fog on their surface
but yet enable, despite the vision perturbation resulting from fog,
a visual acuity >6/10 under the hereabove mentioned measurement
conditions. A non-antifog coating does not allow a visual acuity
>6/10 as long as it is exposed to conditions generating fog and
generally presents a condensation haze under the hereabove
mentioned measurement conditions.
[0047] As used herein, an "antifog optical article" is intended to
mean an optical article provided with an "antifog coating" such as
defined hereabove.
[0048] Unless otherwise indicated, all numbers or expressions
referring to quantities of ingredients, ranges, reaction
conditions, etc. used herein are to be understood as modified in
all instances by the term "about."
[0049] Also unless otherwise indicated, the indication of an
interval of values <<from X to Y>> or "between X to Y",
according to the present invention, means as including the values
of X and Y.
[0050] As previously mentioned, an object of the present invention
relates to an antimicrobial and optionally antifogging composition
comprising:
[0051] (a) at least a non ionic surfactant comprising a hydrophilic
unit and a hydrophobic unit, said hydrophilic unit containing
poly(oxyalkylene) units responding to the formula
[--(R.sub.1--O).sub.z--].sub.n with R.sub.1 represents linear or
branched alkylene groups, such as propylene or ethylene and z is an
integer equal or higher than 1, preferably ranging from 1 to 40,
the number n of said poly(oxyalkylene) units being equal or higher
than 3, and
[0052] (b) at least an alcohol compound of low molecular weight
equal or less than 500 g/mol,
[0053] wherein the weight ratio R of the non ionic
surfactant/alcohol compound is such that 2.5.ltoreq.R.ltoreq.200,
and preferably the content of the at least alcohol compound by
weight, relative to the total weight of the bacteriocidal and
fungicidal composition is ranging from 0.01% to 5%, preferably from
0.01% to 2%.
[0054] As used herein, "antimicrobial composition" means a
composition having activity against bacteria and/or fungus and/or
yeast and/or moulds; in particular, this includes biocide,
bacteriostatic, bateriocidal, yeasticidal, antifungal, fungicidal,
fungistatic and/or repellent activity.
[0055] In the present invention, the number "n" is the average
number of poly(oxyalkylene) units present in the non ionic
surfactant according to the invention. Indeed, generally, the ion
ionic surfactant with poly(oxyalkylene) units commercially
available, such as CAPSTONE.TM. product, comprises two or more
fractions of non ionic compounds having variable lengths of
polyalkyloxylated chains. As is well known from the person skilled
in the art, the "n" average number may be determined through HPLC.
Especially, the average number n is .SIGMA.xini (wherein xi
designates the percentage by weight of the fraction i of the total
surfactant weight and ni is the number of poly(oxyalkykene) units
of the fraction i.
[0056] As used herein, "a non ionic surfactant comprising a
hydrophilic unit" means that the non ionic surfactant carries at
least a hydrophilic group. "Hydrophilic groups" mean according to
the present invention combinations of atoms which are suitable to
link with water molecules, especially by hydrogen bond. Generally,
there are polar organic groups.
[0057] As used herein, "a non ionic surfactant comprising a
hydrophobic unit" means that the non ionic surfactant carries at
least a hydrophobic group. "Hydrophobic groups" mean according to
the present invention, combinations of atoms which are not suitable
to link with water molecules, especially by hydrogen bond.
Generally, there are non polar organic groups.
[0058] Surprisingly, it has been found according to the invention
that the specific combination of a non ionic surfactant with an
alcohol as defined above, enables to obtain enhanced antimicrobial
activity; the temporary film or coating obtained once it is applied
on a main surface of an optical article thanks to an impregnated
tissue of this specific combination, exhibits both excellent
antifogging properties and improved antimicrobial activity.
[0059] More surprisingly, it has been found that there is a
synergic or at least an enhanced effect of the antimicrobial
property of the specific combination of the compounds of the
invention as compared with antimicrobial property of each component
taken separately, while having also good or improved antifogging
property durability over time and/or under mechanical stresses.
[0060] This is of particular interest, since it allows to use low
concentration of alcohol compound in the final composition.
[0061] Consequently, the present invention enables to reduce,
inhibit or delay growth of microorganisms, such as bacteria, yeast
or fungus, or alternatively kill or destroy such microorganisms, in
particular on a main surface of an optical article, such as
transparent optical article, once it is applied thereon.
[0062] Advantageously, the weight ratio ratio R of the non ionic
surfactant/alcohol compound is such that 20.ltoreq.R.ltoreq.50,
preferably ratio R of the non ionic surfactant/alcohol compound is
such that 20.ltoreq.R.ltoreq.40.
[0063] By using specific ratio of the two specific compounds of the
invention, it is possible to modulate the antimicrobial properties
and to prevent and control bacterial/germ adhesion on an optical
article, such as spectacle lens.
[0064] Preferably, the content of the at least alcohol compound by
weight, relative to the total weight of the antimicrobial
composition is ranging from 0.01% to 5%, generally from 0.01% to
2%, more preferably from 0.25% to 2%, and typically is ranging from
0.5 to 1.5%.
[0065] Advantageously, the total weight of alcohol compound(s) is
equal or less than 5% by weight relative to the total weight of the
antimicrobial composition.
[0066] The alcohol compound may be selected from mono-ol, diol,
aromatic alkyl alcohol and fatty alcohol, the alcohol compound
having from 2 to 20 carbon atoms, or the mixture thereof.
[0067] Advantageously, fatty alcohols have 6 to 20 carbon
atoms.
[0068] Preferably, the alcohol is selected from aromatic alkyl
alcohol and fatty alcohol having 6 to 20 carbon atoms and typically
from aromatic alkyl alcohol.
[0069] For instance, the alcohol is selected from: ethanol,
propan-1-ol, propan-2-ol, ethanol, ethylene glycol,
1,1,1,-tricholoro-2-methylpropanol, propandiol, bromo-2 nitro
propan-1,3-diol, 3-(p-chlorophenoxy)-propane-1,2 diol, butanediol,
pentanediol, I'hexyleneglycol, octanediol, benzyl alcohol,
biphenyl-2ol, 2,6-dichlorobenzyl alcohol, chlorocresol,
isopropyl-metacresol, phenylethyl alcohol, dichlorobenzyl alcohol,
5-chloro-2-(2,4-dichlorophenoxy)phenol, chloroxylenol,
2,2'-methylenebis(6-bromo-4-chlorophenol),
benzyl-2-chloro-4-phenol, phenoxyethanol, phenoxypropanol,
3-(p-chlorophenoxy)-propane-1,2 diol, (phenylmethoxy)methanol,
lauryl alcohol, cetyl alcohol, stearyl alcohol, cetearyl alcohol,
lauryl alcohol and myristyl alcohol or mixture thereof.
[0070] In particular, the alcohol is selected from benzyl alcohol,
biphenyl-2ol, 2,6-dichlorobenzyl alcohol, chlorocresol,
isopropyl-metacresol, phenylethyl alcohol, dichlorobenzyl alcohol,
5-chloro-2-(2,4-dichlorophenoxy)phenol, chloroxylenol,
2,2'-methylenbis(6-bromo-4-chlorophenol), benzyl-2-chloro-4-phenol,
phenoxyethanol, phenoxypropanol, 3-(p-chlorophenoxy)-propane-1,2
diol, (phenylmethoxy)methanol, lauryl alcohol, cetyl alcohol,
stearyl alcohol, cetearyl alcohol, lauryl alcohol and myristyl
alcohol or mixture thereof,
[0071] Preferably, the alcohol is selected from: benzyl alcohol,
biphenyl-2ol, 2,6-dichlorobenzyl alcohol, chlorocresol,
isopropyl-metacresol, phenylethyl alcohol, dichlorobenzyl alcohol,
5-chloro-2-(2,4-dichlorophenoxy)phenol, Chloroxylenol,
2,2'-methylenbis(6-bromo-4-chlorophenol), benzyl-2-chloro-4-phenol,
phenoxyethanol, phenoxypropanol, 3-(p-chlorophenoxy)-propane-1,2
diol, (phenylmethoxy)methanol and mixture thereof.
[0072] Ideally, the alcohol is phenoxyethanol.
[0073] Advantageously, the alcohol compound has a boiling point
equal or higher than 60.degree. C., 70.degree. C., 80.degree. C.,
90.degree. C., 100.degree. C., 110.degree. C., 120.degree. C.,
130.degree. C., 140.degree. C., 150.degree. C., 160.degree. C.,
170.degree. C., 180.degree. C., 190.degree. C. or 200.degree. C.,
preferably equal or higher than 150.degree. C.
[0074] Preferably, the alcohol compound according to the invention
has a low molecular weight equal or less than 500 g/mol, preferably
equal or less than 450 g/mol, generally equal or less than 300
g/mol, preferably equal or less than 250 g/mol, better equal or
less than 200 g/mol and typically equal or higher than 100 g/mol,
for instance equal or higher than 130 g/mol. The preferred range is
from 100 to 250 g/mol.
[0075] According to the present invention, the non ionic
surfactant, which may be used as an antifogging agent, may have an
Hydrophilic Lipophilic Balance equal or higher than 5, preferably
equal or less than 18, in particular equal or less than 16 and
typically equal or less than 15, so as to obtain good antifogging
properties.
[0076] The method of calculating defined in the publication o f W.
C. Griffin, J. Cosm Ploughshare. Chem. 1954 (vol. 5), pages 249-56,
namely HLB=20.times. Mh/M, formula in which Mh is the molecular
mass of the hydrophilic portion of the molecule and M is the total
molecular mass of the molecule giving a result on a scale from 0 to
20, may be used. A value of HLB of 0 calculated with the method of
Griffin corresponds to a completely lipophilic/hydrophobic molecule
and, a value of 20 corresponds to a completely
hydrophilic/lipophobic molecule.
[0077] The non ionic surfactant is preferably liquid surfactant,
that is to say the melting temperature is less than 35.degree. C.
at atmospherique pressure.
[0078] Preferably, it does not present a phenomenon of evaporation
too marked, or unpleasant odor, does not confer on the tissue a
fatty touch, nor does not modify its aspect unfavourably, does not
generate optical or cosmetic defects on treated surface, and is not
toxic, since the tissue of the invention are generally handled with
naked hands and/or near the eye, in particular if they are intended
to treat an
[0079] Preferably, the content of the non ionic surfactant by
weight relative to the total weight of the antimicrobial
composition is at least 20%, at least, 25%, at least 30%, at least
35%, at least 40%, at least 45%, at least 50%, at least 55%, at
least 60%, at least 65%, at least 70%, at least 75%, at least 75%,
at least 80%, at least 85%, at least 90%, at least 95%, at least
99%, for instance 99.99%.
[0080] According to an emboiment, the content of the non ionic
surfactant by weight relative to the total weight of the
antimicrobial composition is for instance ranging from 10 to 40%,
preferably from 20 to 30%.
[0081] According to another embodiment, the content of the non
ionic surfactant by weight relative to the total weight of the
antimicrobial composition is for instance ranging from 80 to
99.99%, preferably from 95 to 99.99%, and typically from 98 to
99.99%.
[0082] For instance, the non ionic surfactant is selected from
fluoroalkyl-polyoxyalkylenes, polyoxyalkylene glycols,
polyoxyalkyene alkylether, polyoxyalkylene esters, such as
polyoxyalkylene sorbitan-fatty acid esters and polyoxyethylene
castor oils or mixture thereof.
[0083] Polyoxyethylene monoalkylethers (A) represent a first
category of preferred surfactants. They are preferably
nonfluorinated. Among those, surfactants responding to the
following formula (I) may be used:
H(OCH.sub.2CH.sub.2).sub.qOR.sup.1 (I)
in which R.sup.1 is a linear or branched, alkyl group, optionally
substituted by one or more functional groups, and could comprise
one or more double bonds, and q is an integer from 1 to 25,
preferably from 2 to 20, better from 2 to 15 and typically from 4
to 15 and ideally from 8 to 12. q may be 2, 4, 5, 10, or 20.
According to a particular embodiment, q is higher than 6. According
to another particular embodiment, q is less than 20, preferably
less than 15.
[0084] R.sup.1 is preferably a linear alkyl group comprising
preferably from 10 to 20 carbon atoms, better a linear saturated
group. For instance, R.sup.1 may be dodecyl (C.sub.12H.sub.25),
cetyl (C.sub.16H.sub.33), stearyl (C.sub.18H.sub.37) and oleyl
(C.sub.18H.sub.35) groups. According to a particular embodiment,
R.sup.1 comprises at least 12 carbon atoms
[0085] Advantageously, surfactant of formula (I) has a molecular
mass from 180 to 1500 g/mol, better from 300 to 1000 g/mol and
typically from 350 to 800 g/mol.
[0086] Compounds of formula (I) which may be used in the present
invention are marketed by Croda under the trademark Brij.RTM., for
instance Brij.RTM. C10, L4, C20, S10. Among them, Brij.RTM. C10
(HLB=12-13) is preferred (compound of formula I with q=10 and
R.sup.1.dbd.--C.sub.6H.sub.13).
[0087] Surfactants including sorbitan cycle represent a second
category of preferred surfactants. Among them, preference will be
given to surfactants wherein the sorbitan cycle has m of its four
hydroxyl groups functionalized with poly(oxyalkylene) terminated by
identical or different OH (preferably polyoxyethylene groups), and
p of its four hydroxyl groups functionalized with identical or
different R.sup.1 groups of formula:
--(R.sub.dO).sub.z--(Y).sub.n2--R',
in which R.sub.d is a linear or branched alkylene group, z is an
integer .gtoreq.1, Y is a divalent group, n2 represents 0 or 1
(preferably, n2=1) and R' is a saturated hydrocarbon group having
from 12 to 19 carbon atoms, in particular from 13 to 19, m and p
being integers such that m=2 or 3 and p=1 or 2, with m+p=4.
Typically, m=3 and/or p=1.
[0088] R.sub.d represents preferably a C.sub.2-C.sub.6 alkylene
group, such as propylene or ethylene groups, in particular an
ethylene group.
[0089] The integer z is ranging for instance from 1 to 40, better
from 2 to 20, and more preferably from 2 to 10.
[0090] OH-terminated polyoxyalkylene groups of these compounds
comprise preferably from 1 to 40 oxyalkylene groups, better from 2
to20, and more preferably 2 to 10.
[0091] The total number of oxyalkylene groups in the surfactant
structure (B) is ranging from 3 to 40, better to 8 to 30, and much
better from 15 to 25, and ideally is equal to 20.
[0092] R' is a saturated hydrocarbon group having preferably from
14 to 18 carbon atoms, better 15 to 17. R' is preferably a linear
alkyl group, for instance: m-C.sub.15H.sub.31 ou
m-C.sub.17H.sub.35.
[0093] Y groups non limitative examples are linear or branched,
optionally substituted alkylene, cycloalkylene, arylene, carbonyle,
amido groups, or a combination thereof. Y is typically a carbonyl
group.
[0094] --(Y).sub.n2--R' group is for example a palmityl group or
stearyl group.
[0095] Surfactants (B) are preferably polyoxyalkylene
sorbitan-fatty acid esters, that is to say polyoxyalkylenated
sorbitan esterified once or twice by a fat acid (Y=carbonyl et
n2=1), preferably once. Better, surfactants (B) are polyoxyethylene
sorbitan-fatty acid esters (Y=carbonyl, n2=1 and
R.dbd.CH.sub.2CH.sub.2).
[0096] In particular, surfactants (B) comprise compounds of formula
(IX):
##STR00001##
in which R.sub.a, R.sub.b, R.sub.c et R.sub.d are independently
linear or branched alkylene groups, preferably linear, typically
C2-C6 alkylene groups such as propylene or ethylen groups, w, x, y
or z represents independently integers .gtoreq.1, preferably
ranging from 1 to 40, better from 2 to 20, and much better from 2
to 10, and R' is as above defined.
[0097] Advantageously, w+x+y+z is ranging from 4 to 40, better from
8 to 30, much better from 15 to 25. Ideally, w+x+y+z=20.
[0098] Among surfactants (B) of formula (IX) will be preferred
polyethoxylated compounds of formula (X):
##STR00002##
wherein w, x, y, z and R' are such as previously defined.
[0099] Surfactants (B) may be easily synthesized or are available
on the market. In particular, surfactants (B) of formula IX or X
are sold under the trademarks Alkest.TM., Canarcel.TM. or
Tween.TM..
[0100] Preferred surfactants (B) are Tween.TM. 40 (HLB=15,6):
compound of formula X in which R'.dbd.C.sub.15H.sub.31 and
w+x+y+z=20, Tween.TM. 60: compound of formula X in which
R'.dbd.C.sub.17H.sub.35 and w+x+y+z=20, Tween.TM. 20 and Tween.TM.
80.
[0101] Another surfactants which may be used according to the
present invention are fluoroalkyle polyethoxylated surfactants,
preferably of formula F(CF.sub.2).sub.s--(CH.sub.2--CH.sub.2O)rH
(VIII), in which s and r are integers such as r is ranging from 1
to 16 and s is equal or less than 10.
[0102] Among these fluorinated surfactants, the following products
may be used: Capstone.RTM. FS 3100 (n=4.7), Capstone.RTM. FS30
(n=6.9), Capstone.RTM. FS 31 (n=4,9), Capstone.RTM. FS 34 (n=6,8),
Masurf FS 1700 (n=4,9), Masurf FS 1800 (n=4,3), Masurf FS 2800
(n='4,2), Masurf FS2900 (n=5,7), Zonyl.RTM. FSO 100 (n=5) and
Zonyl.RTM. FSN 100 (n=5-6).
[0103] Capstone.RTM. FS 3100 is a surfactant comprising a mixture
of compounds having variable lengths of polyethoxylated chains
responding to the formula
F(CF.sub.2).sub.s--(CH.sub.2--CH.sub.2O).sub.rH (VIII) in which
more than 90% by weight corresponds to the fraction s=6 , r being
an integer ranging from 1 to 14. Capstone.RTM. FS3100 contains
undetectable contents of compounds of formula (VIII) by HPLC in
which s is higher than 6. It is biodegradable.
[0104] Zonyl.RTM. FSO 100 (HLB=9,1), marketed by Dupont, is a
mixture of compounds of formula
F(CF.sub.2).sub.s--(CH.sub.2--CH.sub.2O)rH (VIII) in which s has
the following values: 6, 8 and 10 in the respective mass
proportions of about 65%, 30%, 5% and r is an integer ranging from
3 to 13.
[0105] Other surfactants like trisiloxane-Polyethoxylated (Coatosil
77.TM. obtainable from Momentive) (n=5.5) can be used.
[0106] The invention also relates to an aqueous solution comprising
by weight relative to the total weight of the preparation at least
50%, preferably at least 60%, much better at least 75% of water and
at least 10%, preferably at least 20%, typically at least 25% of
the antimicrobial and antifog composition as defined above.
Generally, the antimicrobial and antifog composition presents in
the aqueous solution comprises, by weight relative to the total
weight of the antimicrobial antifog composition, from 80% to
99.99%, preferably from 95% to 99.99%, and typically from 98% to
99.99% of the non ionic surfactant and from 0.01% to 2% of the
alcohol compound of low molecular weight equal or less than 300
g/mol.
[0107] The aqueous solution may also comprise comprising a
monofunctional alcohol and a difunctional alcohol, said
monofuctional alcohol having preferably a lower molecular weight
than said difunctional alcohol.
[0108] The monofunctional alcohol comprises one single hydroxy
group, typically ethanol or isopropyl alcohol. The difunctional
alcohol comprises only two hydroxy groups. An example of a
particularly preferred difunctional alcohol is propylene glycol
(propane-1, 2-diol).
[0109] This aqueous solution may be used as a bath in which a
tissue or cloth is plunged so as to impregnate it and the tissue is
directly used to confer antifogging and antimicrobial properties to
the optical article coated with the precursor coating by wiping it
with said tissue or cloth.
[0110] The tissue may be non woven wet tissue or dry microfiber
tissue.
[0111] In one embodiment, the invention relates to the non woven
wet tissue whose structure comprises a hydrophilic polymer,
preferably a hydrophilic polymer comprising cellulosic units, and
preferably a hydrophobic polymer, said tissue being impregnated by
an aqueous solution as defined above.
[0112] An example of such a tissue is the tissue "wetlaid"
manufactured by the Ahlstrom company.
[0113] A preferred hydrophilic polymer is a polymer comprising
cellulosic units.
[0114] In another embodiment, the invention relates to a dry
microfiber tissue impregnated by a composition as described
before.
[0115] In another embodiment, the invention also relates to a dry
microfiber tissue (ie: which is dry to the touch since the solvent,
such as water, has been evaporated) obtained for examples by
impregnation with an aqueous solution as defined above, of a
microfiber tissue, preferably comprising microfibers made of
polymers comprising polyester units and polyamide units, followed
by drying said microfiber tissue.
[0116] As known in the art, a microfiber tissue or cloth is made of
microfibers. A microfiber is a fiber with less than 1.3 Decitex
(Dtex) per filament, preferably less than 1 Decitex per filament.
Decitex is a measure of linear density and is commonly used to
describe the size of a fiber or filament. Ten thousand meters of a
1-decitex fiber weighs one gram. In a microfiber tissue, fibers are
combined to create yarns, which are knitted or woven in a variety
of constructions.
[0117] An example of a preferred microfiber tissue comprising
microfibers made of polymers comprising polyester units and
polyamide units is the CEMOI.TM. tissue (manufacturer: KB SEIREN
Company--retailer: Facol) whose composition is polyester
70%/Nylon.TM. 30% and that is commonly used for cleaning
lenses.
[0118] The purpose of the drying step in the preparation of the dry
microfiber tissue is to remove solvents (water, optionally alcohol)
present in the aqueous solution. It is generally a heating step.
The heating step preferably comprises heating at a temperature
ranging from 60.degree. C. to 200.degree. C., more preferably from
80.degree. C. to 150.degree. C., and more preferably around
120.degree. C. In general, dry microfiber tissue comprises by
weight, relative to the total weight of the tissue less than 5% of
solvent. A value less than 5% means less than 4.5%, 4%, 3.5%, 3%,
2.5%, 2%, 1.5%, 1%, 0.8%, 0.5%, 0.2% and 0.1%.
[0119] After the heating step, the microfiber tissue comprising
microfibers made of polymers comprising polyester units and
polyamide units is dry and the weight content of the antimicrobial
antifogging composition impregnating said microfiber tissue
preferably ranges from 10% to 45%, more preferably 14% to 40%, even
better from 20 to 40% and optionally from 20% to 30% relative to
the total weight of the dry impregnated microfiber tissue (tissue
and composition).
[0120] It has been determined that, surprisingly, the dry
microfiber tissue comprising microfibers made of polymers
comprising polyester units and polyamide units having been
impregnated by the above aqueous solution is still able to remove
smudges from the surface of optical articles, while providing at
the same time antifogging and antimicrobial properties with long
lasting effect.
[0121] The composition of the present invention reduces the static
contact angle with water of the surface of the optical article,
especially of a spectacle lens. The antifog antimicrobial temporary
coating or film thus obtained on the optical article surface
preferably has a static contact angle with water lower than or
equal to 10.degree., more preferably lower than or equal to
5.degree..
[0122] An immediately operational temporary antifog and
antimicrobial film is obtained as soon as the antimicrobial
antifogging composition of the invention comprising the spcecific
combination and ratio of a non ionic surfactant with an alcohol
compound, is applied, which represents an advantage of the
invention. Thus, it is not necessary to apply many times a
surfactant solution to score the antifogging effect, as is the case
with products of the prior art.
[0123] In addition, the antifogging and antimicrobial effect
provided by the antifog antimicrobial composition is long-lasting
over time. In the experimental section, the synergic antimicrobial
activity of the antimicrobial antifog composition of the present
invention is shown.
[0124] The present invention also relates to a method for imparting
antifog and antimicrobial properties to an optical article,
preferably a lens for spectacles, comprising the application of the
antimicrobial and antifogging composition previously defined, which
is preferably a liquid solution (aqueous solution comprising said
antimicrobial and antifogging composition), onto a main surface of
said optical article, and more preferably using a tissue or cloth
impregnated by the antimicrobial and antifogging composition such
as described hereabove, and especially the non woven wet tissue or
the dry microfiber tissue as described above.
[0125] Preferably, the main surface of the optical article onto
which said composition is applied has preferably a static contact
angle with water of 90.degree. or less, more preferably of more
than 10.degree. and of less than 50.degree.. Said main surface is
generally the surface of a coating applied on the substrate of the
optical article, e.g. a precursor coating of an antifog coating.
Preferably, said main surface is not the surface of a hydrophobic
and/or oleophobic coating. Said main surface can be the uncoated
surface of the optical article's substrate.
[0126] In the present disclosure, a lens does possess antifogging
properties if it successfully passes the breath test. For this
test, the tester places the lens to evaluate at a distance of about
2 cm from his mouth. The tester for 3 seconds blows his breath onto
the exposed surface of the lens. The tester can visually observe
the presence or the absence of a condensation haze/distorsion.
[0127] A lens is considered as having antifogging properties if it
inhibits the haze effect resulting from the fog at the end of the
breath test (but it does not necessarily represent an antifog lens
within the meaning of claim 1, because it may possibly present a
visual distorsion leading to a visual acuity <6/10).
[0128] Therefore, the method of the invention generally enables to
provide antifogging and antimicrobial properties to any type of
optical article, preferably lenses for spectacles, whether the
article has an antifog coating precursor coating, or not. The
method is especially recommended for treating bare lenses or lenses
just coated with an abrasion-resistant coating, preferably of the
polysiloxane-containing type.
[0129] In particular, the present invention relates to an optical
article, preferably a lens for spectacles, comprising a substrate
having at least one main surface coated with a first coating and,
directly contacting this first coating, a precursor coating of an
antifog coating, characterized in that the coating precursor of the
antifog coating: [0130] is obtained through the grafting of at
least one organosilane compound having: [0131] a polyoxyalkylene
group comprising preferably less than 80 carbon atoms, more
preferably less than 40 carbon atoms, and optionally [0132] at
least one silicon atom bearing at least one hydrolyzable group,
[0133] and is further coated with a film obtained by applying onto
said precursor coating a temporary film comprising an antimicrobial
and antifog composition of the present invention.
[0134] The present invention lastly relates to a method method for
imparting antifog properties to an optical article having at least
one main surface, comprising the application onto said main surface
of a temporary antimicrobial and antifog film such as previously
described.
[0135] Preferably, the application onto said main surface comprises
wiping said main surface with a tissue, whose structure comprises a
hydrophilic polymer and a hydrophobic polymer, said tissue being
impregnated with said temporary antimicrobial and antifog
composition.
[0136] The antifog and antimicrobial coating is temporary but
easily renewable, since it just has to be performed a new
application of the composition of the invention when there are not
sufficient surfactant and alcohol compounds adsorbed onto the
surface of the antifog coating precursor onto the opticle article
surface anymore. The latter therefore remains "activable" in all
circumstances.
[0137] Such optical articles can be manufactured according to any
one of the methods disclosed in WO 2011/080472, which is hereby
incorporated by reference.
[0138] The following examples illustrate the invention in a more
detailed yet non limiting way.
EXAMPLES
[0139] The analyzed samples are naked CEMOI.TM. tissue (sample 1)
or CEMOI.TM. tissues impregnated either with an alcohol compound
(sample 2), or a non ionic surfactant (sample 3) or with both an
alcohol and a non ionic surfactant (sample 4 according to the
invention), wherein five strains Pseudomonas aeruginosa DSM 1128
(PA), Staphylococcus aureus DSM 799 (SA), Escherichia coli DSM 1576
(EC), Candida albicans DSM 1386 (CA) and Aspergillus brasiliensis
DSM 1988 (AB) have been inoculated. The variation the logarithmic
value is measured according to the contact time: 7, 14, 21 and 28
days.
1. Testing Protocol
1.1 Cleanliness Control
[0140] The preliminary control of cleanliness enables to determine
the initial contamination rate of the analyzed samples. [0141] 1
cm.sup.2 of tissue is cut and 9 mL of a neutralizing diluent
(AEB111279 batch: 312005) is added. The tissue is then mixed with a
vortexer during 30 seconds. The technique of setting in culture
used is surface inoculation. The reading of the colonies is carried
out after 72 h incubation at 32.5 C+/-2.5.degree. C. or the
bacteria and at 25 C+/-2.5.degree. C. for yeasts and moulds.
1.2 Repeated Tests
[0141] [0142] Triplicate tests are carried out for each sample at
each time of contact.
1.3 Used Strains
[0142] [0143] Five strains have been independently used: [0144]
Pseudomonas aeruginosa DSM 1128 (Pa) [0145] Staphylococcus aureus
DSM 799 (SA) [0146] Escherichia coli DSM 1576 (EC) [0147] Candida
albicans DSM 1386 (CA) [0148] Aspergillus brasiliensis DSM 1988
(AB)
1.4 Contact Time
[0148] [0149] The launching of the analyses takes place at D0 (day
0). [0150] Times of contact applied are: 7 days (J7), 14 days
(J14), 21 days (J21) and 28 days (J28).
1.5 Inoculation
[0150] [0151] The germs are prepared in a suitable nutrient medium
(NB) diluted with 1/500th. [0152] At DO, all the samples are
inoculated so as to obtain a germ final concentration ranging from
1.0.10.sup.5 to 1.0.10.sup.6 UFC/mL. The samples are covered with a
PET film to prevent desiccation. [0153] At each contact time, the
following samples: D7, D14, D21 and D28 are again inoculated so as
to obtain a final concentration ranging from 1.0.10.sup.4 and
1.0.10.sup.5 UFC/mL according to the following scheme: [0154] D0
samples: inoculated at D0--then recovery of such samples in 10 mL
of SCDLP medium (Soybean-Casein Digest broth with Lecithin and.
Polysorbate 80) at D0; [0155] D7 samples: inoculated at D0--then
recovery of such samples in 10 mL of SCDLP medium at D7; [0156] D14
samples: inoculated at D0 and at D7--then recovery of such samples
in 10 mL of SCDLP medium et D14; [0157] D21 samples: inoculated at
D0, D7 and D14--then recovery of such samples in 10 mL of SCDLP
medium at D21; [0158] D28 samples: inoculated at D0, D7, D14 and
D21--then recovery of such samples in 10 mL of SCDLP medium at
D28.
1.6 Incubation of the Samples
[0158] [0159] The samples are incubated at 20-25.degree. C. during
all the period analysis.
1.7 Recovery
[0159] [0160] Once the samples have been inoculated and after each
contact time, they are placed and then mixed in 10 mL of SCDLP
medium. Dilutions are carried out and 100 .mu.L of each dilution
are transferred in duplicated in sterile Petri dishes. Then, 15 to
20 mL of TSA (Tryptic Soy Agar) for bacteria and 15 to 20 mL of SDC
(Sabouraud Dextrose Agar with Chloramphenicol) for yeasts and
moulds are added.
1.8 Incubation and Enumeration
[0160] [0161] The enumeration of the colonies is carried out after
24 to 48 hours of incubation at 32.5.degree. C.+/-2.5.degree. C.
for bacteria and yeast and after from 3 to 5 days of incubation at
25.degree. C.+/-2.5.degree. C. for moulds.
2. Results
2.1 Control Cleanliness of the Samples
[0161] [0162] The results are expressed in UFC per cm.sup.2 for the
based CEMOI.TM. tissues samples. The nutrient medium is TSA for
bacteria and SDC for yeasts and moulds.
TABLE-US-00001 [0162] CEMOI .TM. tissues tested UFC/cm.sup.2
Bacteria <100 Yeasts/Moulds <100
[0163] Thus, no contamination was detected on the 4 samples. The
state of cleanliness of these samples is acceptable for
continuation of the analysis.
2.2 Calculation of Data
[0163] [0164] The number of UFC per sample is determined so as to
calculate the logarithmic reduction value obtained a each contact
time and for each analyzed strain.
Example of the Calculation so to Determine the UFC Number Per
Sample:
[0164] [0165] Sample: sample 1 (naked tissue) [0166] Strain: P.
aeruginosa (Pa) [0167] Contact time: D0 [0168] Plated dilution:
10.sup.-2 [0169] Plated volume: 100 .mu.l (i.e: 0.1 mL) [0170] UFC
number: 21/27/26/9/31/47, average number: 25.833 [0171]
Calculation: UFC average.times.(1/dilution rate).times.(1/volume)
[0172] Result: 25.833.times.100.times.10=25833 UFC/sample
Example of Calculation for the Logarithmic Value: R
[0172] [0173] R=log D0-log D.sub.x with D.sub.x=day 7, 14, 21 or 28
[0174] Sample: sample 1 (naked tissue) [0175] Strain: P. aeruginosa
(Pa) [0176] Contact time: Variation logarithmic at D7 [0177]
R(D7)=log D0-log D7=log(25833)-log(<100)=>2.4
2.3 Results
[0177] [0178] Tables 1 to 4 below and FIGS. 1 to 4 show the
variation of the logarithmic value obtained after analysis of raw
data for each sample according to the inoculated strain and to time
contact. [0179] According to the invention, the following R values
expressed a bactericidal or fungicidal activity: [0180] If
R.gtoreq.2, the compound tested has a bactericidal effect (PA, EC
and SA), [0181] If R.gtoreq.1, the compound tested has a fungicidal
effect (AB), and [0182] If R.gtoreq.1, the compound tested has a
yeasticidal effect (CA), [0183] If R>0, the compound tested
kills the inoculated germs, [0184] If R is constant between two
consecutive contact time, this means that there is no increase or
decrease of the germs proliferation (i.e: bacteriostatic or
fungistatic effect), and [0185] If R<0, this means that the
compound tested on the tissue sample increase the proliferation of
the inoculated germ.
Sample 1: Naked Tissue
TABLE-US-00002 [0186] TABLE 1 J7 J14 J21 J28 PA >2.4 1.8 -2.3
-2.8 SA >2.0 0.8 >2.0 >2.0 EC 0.1 -2.5 -2.6 -2.8 CA -1.8
-1 -1.3 -1.7 AB 0.5 0.6 0.2 0.2
Sample 2: Tissue+1% Phenoxyethanol
TABLE-US-00003 [0187] TABLE 2 J7 J14 J21 J28 PA -0.2 -1.8 -2.4 -0.4
SA 0.3 1.4 3.2 >2.9 EC -1.5 -2.1 -2 -1.9 CA -0.4 -0.1 -0.4 0.1
AB >2.3 0.8 1.3 0.8
Sample 3: Tissue+Non Ionic Surfactant, i.e: Capstone FS3100.TM.
(30% by Weight)
TABLE-US-00004 [0188] TABLE 2 J7 J14 J21 J28 PA -1.2 -1.8 -1.9 -2.4
SA 2.1 >2.6 2.1 >2.6 EC -1.4 -1.5 1.1 >0.8 CA -0.3 0.9 0.9
1.5 AB 0.1 >0.8 0.2 >0.8
Sample 4: Tissue+Non Ionic Surfactant i.e: Capstone FS3100.TM. (30%
by Weight)+1% Phenoxyethanol (According to the Invention)
TABLE-US-00005 [0189] TABLE 4 J7 J14 J21 J28 PA -1.6 >1.1
>2.1 >2.1 SA >2.2 >2.2 >2.2 >2.2 EC 0.3 >2.4
>2.4 >2.4 CA 1.1 1.3 2.7 1 AB 0.1 >1.3 0.7 0.9
2.4 Interpretation of the Results
[0190] Sample 1 is a untreated tissue. On this sample, the observed
effect on germs come only from its structure, that is to say from
the naked CEMOI.TM. tissue. As illustrated on FIG. 1 and table 1,
the naked tissue has an effect on the tested germs: [0191] It has a
bactericide effect on .S. aureus strains, [0192] It has no
bactericidal or bacteriostatic effect on P. aeruginosa and E. coli,
[0193] It has no fungistatic on A. brasiliensis (the germ
concentration is equivalent at various time contact), [0194] It has
no effect yeasticidal effect on C. albicans.
[0195] Hence, it is shown that the naked tissue is, thanks to its
structure and composition, bactericidal against S. aureus. However,
it is also a nutritive source for E. Coli and P. aeruginosa since
their growth is facilitated from 14 days of contact time.
[0196] Sample 2 with an alcohol compound has a fungistatic effect
on C. albicans (from D14). This effect is higher than the one
observed with sample 1. Thus, the phenoxyethanol seems to reduce C.
albicans proliferation without however having a yeasticidal effect.
Sample 2 has also a fungicidal effect on A. brasiliensisas strain
from D14 (R is about 1 from D14 to D28). Therefore, the combination
of the tissue with 1% of phenoxyethanol enables to obtain an effect
on bacteria from 14 or 21 days of contact time. The phenoxyethanol
does not enable to obtain a bacteriocidal effect on gram negative
bacteria (PA and EC). It also however to improve the bacteriostatic
effect (R tends towards 0) with a late reaction time (appears only
after 21 days of contact time with the germs) for P aeruginosa.
[0197] Sample 3 with a non ionic surfactant has a bacteriocidal
effect on S. aureus which is slightly higher than the one obtained
with a naked tissue (sample 1). After 14 days of contact time, the
effect against E. Coli is improved. However, sample 3 does not have
a bacteriocidal affect on P. aeruginosa between D7 and D28
(-1.2<R<-2.4). The effect of the surfactant on the C.
albicans yeast is much better than the one observed with sample 1.
Indeed, a yeasticidal effect is observed with sample 2 after 14
days of contact time. Also, the combination surfactant+tissue
anables to improve the effect on A. brasiliensis (R tends towards 1
from D14.degree..
[0198] Sample 4 according to the invention enables to obtain,
contrary to the previous samples 1 to 3, a bacteriocidal effect on
S. aureus, E. coli, P. aeruginosa, C. albicans after 14 days of
contact. This sample allows to obtain a bacteriocidal activity on
P. aeruginosa strain (not obtained with the previous samples). In
addition, a fungicidal effect on A. brasiliensis is also observed
from D14 of contact time A fungicidal effect on A. brasilience is
also observed from 14 days of time contact. Therefore, the
antimicrobial composition according to the invention shows a
synergic effect as compared to the alcohol compound and the non
ionic surfactant each taken separately. 2 log of logarithm
reduction is obtained for all bacteria and 1 log is obtained for
the yeast and the mould (from 14 days of contact to 21 days of
contact).
[0199] The results of the experiments are resumed in the following
table V:
TABLE-US-00006 TABLE V Bacteria Bacteria (gram -) (gram +) Fungus
Champignons P. Aeruginosa E. Coli S. Aureus C. Albican A.
Brasiliensis Sample Alcohol Surfactant Properties PA EC SA CA AB
Comments 1 none none Bacteriostatic KO KO OK OK OK Bacteriostatic
effect on SA and AB none none Bacteriocidal KO KO OK KO KO
Bacteriocidal effect on SA 2 Phenoxyethanol none Bacteriostatic
OK-28D OK OK OK OK Bacteristatic effect on the five strains
Phenoxyethanol none Bacteriocidal KO KO OK KO KO Bacteriocidal
effect on SA 3 none Capstone .TM. Bacteriostatic KO OK OK OK OK
Bacteriostaic effect on the five strains none Capstone .TM.
Bacteriocidal KO KO OK OK OK-28D Bacteriocidal effect on SA and CA
4 Phenoxyethanol Capstone .TM. Bacteriostatic OK OK OK OK OK
Bacteriostatic effect on the five strains Phenoxyethanol Capstone
.TM. Bacteriocidal OK OK OK OK OK Bacteriocidal effect on the five
strains KO = no effect OK: bacteristatic or bacteriocidal
effect
* * * * *